Caribbean Islands Romantic Vacations

Book a Romantic Hotel + Flight or Car together to unlock savings

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    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Romantic vacation packages in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Bahia Principe Escape Ambar - Adults Only - All Inclusive
Sunset at the Palms Resort - Adults Only - All Inclusive
Hotel Riu Palace Jamaica - Adults Only - All Inclusive
Hotel Riu Palace Antillas - Adults Only - All Inclusive
Excellence Punta Cana - Adults Only All Inclusive
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5* Romantic vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Grand Palladium Jamaica Resort & Spa All Inclusive
Excellence Punta Cana - Adults Only All Inclusive
Majestic Mirage Punta Cana, All Suite Resort - All Inclusive
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3 Night Romantic vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Sunset at the Palms Resort - Adults Only - All Inclusive
Hotel Riu Palace Antillas - Adults Only - All Inclusive
Hotel Riu Palace Jamaica - Adults Only - All Inclusive
Don't see what you're looking for?
See all available trips from Pretty Prairie to Caribbean Islands
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4 Night Romantic vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Ocho Rios - All Inclusive
Sunset at the Palms Resort - Adults Only - All Inclusive
Cocobay Resort - All Inclusive - Adults Only
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See all available trips from Pretty Prairie to Caribbean Islands
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How to find a romantic Caribbean Islands vacation

How can I find the best Caribbean Islands vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Caribbean Islands romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Caribbean Islands?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Caribbean Islands?

Put a price on love with stunning deals for duos starting at just $657. Prices and availability are subject to change. Additional terms may apply.

Can I book Caribbean Islands spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Caribbean Islands?

To book a loved-up break in Caribbean Islands, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Caribbean Islands with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Caribbean Islands romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Caribbean Islands Hotels

Majestic Elegance Punta Cana - All Inclusive

Majestic Elegance Punta Cana - All Inclusive

4.5 out of 5
Playa Bavaro - Punta Cana Punta Cana La Altagracia
  • 13 hours drive from Oyster Bay Marina
Ready for a romantic getaway? You are sure to enjoy the jetted tubs, hot tub, and spa at this upscale property. You'll also appreciate the garden, garden-view ...
9/10 Wonderful! (4,831 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, spa tub

Travelers say...
Yes - pools were great

Reviewed on Apr 29, 2026

Majestic Elegance Punta Cana - All Inclusive
Excellence Punta Cana - Adults Only All Inclusive

Excellence Punta Cana - Adults Only All Inclusive

5 out of 5
Playas Uvero Alto - Punta Cana Punta Cana La Altagracia
  • 13 hours drive from Oyster Bay Marina
You and your special someone are sure to love the
9.2/10 Wonderful! (2,648 reviews)

Couples like: adults only property, full-service spa, couples spa treatments, spa tub

Travelers say...
Not as good as it used to be

Reviewed on Apr 28, 2026

Excellence Punta Cana - Adults Only All Inclusive
JOIA Rose Hall by Iberostar - Adults Only - All Inclusive

JOIA Rose Hall by Iberostar - Adults Only - All Inclusive

5 out of 5
Rose Hall Main Road Montego Bay Saint James
  • 33 hours drive from Oyster Bay Marina
A spa, a garden, and jetted tubs await couples looking for a romantic getaway at this upscale property. The property also offers a hot tub, free beach cabanas, ...
9/10 Wonderful! (1,000 reviews)

Couples like: adults only property, full-service spa, couples spa treatments, spa tub

Travelers say...
Nice room, love the pools and the view! Need more to do for the guests!

Reviewed on Apr 28, 2026

JOIA Rose Hall by Iberostar - Adults Only - All Inclusive
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.